AR077456A1 - PREPARATION OF 4 - ((1R, 3S) -6-CHLORO-3-PHENYL-INDAN- 1IL) -1,2,2- TRIMETHYL-PIPERAZINE AND 1 - ((1R, 3S) -6-CHLORINE-3- PHENYL -INDAN-1-IL-) -3,3-DIMETIL- PIPERAZINA - Google Patents
PREPARATION OF 4 - ((1R, 3S) -6-CHLORO-3-PHENYL-INDAN- 1IL) -1,2,2- TRIMETHYL-PIPERAZINE AND 1 - ((1R, 3S) -6-CHLORINE-3- PHENYL -INDAN-1-IL-) -3,3-DIMETIL- PIPERAZINAInfo
- Publication number
- AR077456A1 AR077456A1 ARP100102420A ARP100102420A AR077456A1 AR 077456 A1 AR077456 A1 AR 077456A1 AR P100102420 A ARP100102420 A AR P100102420A AR P100102420 A ARP100102420 A AR P100102420A AR 077456 A1 AR077456 A1 AR 077456A1
- Authority
- AR
- Argentina
- Prior art keywords
- indan
- phenyl
- piperazine
- chloro
- trimethyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
Un proceso para la elaboracion de 4-((1R,3S)-6-cloro-3-fenil-indan-1-il)-1,2,2-trimetil-piperazina o una sal farmacéuticamente aceptable del mismo y un proceso para la elaboracion de 1-((1R,3S)-6-cloro-3-fenil-indan-1-il)-3,3-dimetil-piperazina o una sal farmacéuticamente aceptable del mismo. Reivindicacion 1: Un proceso para la elaboracion de 4-((1R,3S)-6-cloro-3-fenil-indan-1-il)-1,2,2-trimetil-piperazina o una sal farmacéuticamente aceptable del mismo que comprende el paso de mezclar trans 4-(6-cloro-3-fenil-indan-1-il)-1,2,2-trimetil-piperazina con ácido (+)-L-tartárico en un solvente polar para obtener 4-((1R,3S)-6-cloro-3-fenil-indan-1-il)-1,2,2-trimetil-piperazina o una sal farmacéuticamente aceptable del mismo. Reivindicacion 5: Un proceso para la elaboracion de 4-((1R,3S)-6-cloro-3-fenil-indan-1-il)-1,2,2-trimetil-piperazina o una sal farmacéuticamente aceptable del mismo que comprende los pasos de a) mezclar trans 4-(6-cloro-3-fenil-indan-1-il)-1,2,2-trimetil-piperazina y ácido (+)-L-tartárico en un solvente polar; b) opcionalmente calentar la mezcla que se obtuvo a una temperatura apropiada a fin de obtener una solucion del trans 4-(6-cloro-3-fenil-indan-1-il)-1,2,2-trimetil-piperazina y ácido (+)-L-tartárico; c) enfriar la solucion que se obtuvo en b) hasta la precipitacion; d) aislar el precipitado que se obtuvo en c); e) opcionalmente secar el precipitado que se obtuvo en d); para obtener 4-((1R,3S)-6-cloro-3-fenil-indan-1-il)-1,2,2-trimetil-piperazina o una sal farmacéuticamente aceptable del mismo. Reivindicacion 14: Un proceso para la elaboracion de 1-((1R,3S)-6-cloro-3-fenil-indan-1-il)-3,3-dimetil-piperazina o una sal farmacéuticamente aceptable del mismo que comprende el paso de mezclar trans 1-(6-cloro-3-fenil-indan-1-il)-3,3-dimetil-piperazina con ácido (-)-D-tartárico en un solvente polar para obtener 1-((1R,3S)-6-cloro-3-fenil-indan-1-il)-3,3-dimetil-piperazina o una sal farmacéuticamente aceptable del mismo. Reivindicacion 18: Un proceso para la elaboracion de 1-((1R,3S)-6-cloro-3-fenil-indan-1-il)-3,3-dimetil-piperazina o una sal farmacéuticamente aceptable del mismo que comprende los pasos de a) mezclar trans 1-(6-cloro-3-fenil-indan-1-il)-3,3-dimetil-piperazina y ácido (-)-D-tartárico en un solvente polar; b) opcionalmente calentar la mezcla que se obtuvo a una temperatura apropiada a fin de obtener una solucion del trans 1-((6-cloro-3-fenil-indan-1-il)-3,3-dimetil-piperazina y ácido (-)-D-tartárico; c) enfriar la solucion que se obtuvo en b) hasta precipitacion; d) aislar el precipitado que se obtuvo en c); e) opcionalmente secar el precipitado que se obtuvo en d); para obtener 1-((1R,3S)-6-cloro-3-fenil-indan-1-il)-3,3-dimetil-piperazina o una sal farmacéuticamente aceptable del mismo.A process for the preparation of 4 - ((1R, 3S) -6-chloro-3-phenyl-indan-1-yl) -1,2,2-trimethyl-piperazine or a pharmaceutically acceptable salt thereof and a process for the preparation of 1 - ((1R, 3S) -6-chloro-3-phenyl-indan-1-yl) -3,3-dimethyl-piperazine or a pharmaceutically acceptable salt thereof. Claim 1: A process for the preparation of 4 - ((1R, 3S) -6-chloro-3-phenyl-indan-1-yl) -1,2,2-trimethyl-piperazine or a pharmaceutically acceptable salt thereof It comprises the step of mixing trans 4- (6-chloro-3-phenyl-indan-1-yl) -1,2,2-trimethyl-piperazine with (+) - L-tartaric acid in a polar solvent to obtain 4- ((1R, 3S) -6-Chloro-3-phenyl-indan-1-yl) -1,2,2-trimethyl-piperazine or a pharmaceutically acceptable salt thereof. Claim 5: A process for the preparation of 4 - ((1R, 3S) -6-chloro-3-phenyl-indan-1-yl) -1,2,2-trimethyl-piperazine or a pharmaceutically acceptable salt thereof it comprises the steps of a) mixing trans 4- (6-chloro-3-phenyl-indan-1-yl) -1,2,2-trimethyl-piperazine and (+) - L-tartaric acid in a polar solvent; b) optionally heating the mixture obtained at an appropriate temperature in order to obtain a solution of trans 4- (6-chloro-3-phenyl-indan-1-yl) -1,2,2-trimethyl-piperazine and acid (+) - L-tartaric; c) cooling the solution obtained in b) to precipitation; d) isolate the precipitate that was obtained in c); e) optionally drying the precipitate obtained in d); to obtain 4 - ((1R, 3S) -6-chloro-3-phenyl-indan-1-yl) -1,2,2-trimethyl-piperazine or a pharmaceutically acceptable salt thereof. Claim 14: A process for the preparation of 1 - ((1R, 3S) -6-chloro-3-phenyl-indan-1-yl) -3,3-dimethyl-piperazine or a pharmaceutically acceptable salt thereof comprising the step of mixing trans 1- (6-chloro-3-phenyl-indan-1-yl) -3,3-dimethyl-piperazine with (-) - D-tartaric acid in a polar solvent to obtain 1 - ((1R, 3S) -6-Chloro-3-phenyl-indan-1-yl) -3,3-dimethyl-piperazine or a pharmaceutically acceptable salt thereof. Claim 18: A process for the preparation of 1 - ((1R, 3S) -6-chloro-3-phenyl-indan-1-yl) -3,3-dimethyl-piperazine or a pharmaceutically acceptable salt thereof comprising the steps of a) mixing trans 1- (6-chloro-3-phenyl-indan-1-yl) -3,3-dimethyl-piperazine and (-) - D-tartaric acid in a polar solvent; b) optionally heating the mixture obtained at an appropriate temperature in order to obtain a solution of trans 1 - ((6-chloro-3-phenyl-indan-1-yl) -3,3-dimethyl-piperazine and acid ( -) - D-tartaric acid; c) cool the solution obtained in b) until precipitation; d) isolate the precipitate that was obtained in c); e) optionally drying the precipitate obtained in d); to obtain 1 - ((1R, 3S) -6-chloro-3-phenyl-indan-1-yl) -3,3-dimethyl-piperazine or a pharmaceutically acceptable salt thereof.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200900835 | 2009-07-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR077456A1 true AR077456A1 (en) | 2011-08-31 |
Family
ID=43428803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100102420A AR077456A1 (en) | 2009-07-07 | 2010-07-06 | PREPARATION OF 4 - ((1R, 3S) -6-CHLORO-3-PHENYL-INDAN- 1IL) -1,2,2- TRIMETHYL-PIPERAZINE AND 1 - ((1R, 3S) -6-CHLORINE-3- PHENYL -INDAN-1-IL-) -3,3-DIMETIL- PIPERAZINA |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8501947B2 (en) |
| EP (1) | EP2451789A1 (en) |
| JP (1) | JP2012532153A (en) |
| CN (1) | CN102471289A (en) |
| AR (1) | AR077456A1 (en) |
| AU (1) | AU2010268892B2 (en) |
| CA (1) | CA2766607A1 (en) |
| TW (1) | TW201102370A (en) |
| WO (1) | WO2011003423A1 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2823103A1 (en) * | 2011-01-07 | 2012-07-12 | H. Lundbeck A/S | Method for resolution of 4-((1r,3s)-6-chloro-3-phenyl-indan-1-yl)-1,2,2-trimethyl-piperazine and 1-((1r,3s)-6-chloro-3-phenyl-indan-1-yl)-3,3-dimethyl-piperazine |
| DK3135656T3 (en) | 2011-06-20 | 2019-04-23 | H Lundbeck As | DEUTERATED 1-PIPERAZINO-3-PHENYL INDANES FOR TREATMENT OF schizophrenia |
| AR094054A1 (en) | 2012-12-19 | 2015-07-08 | H Lundbeck As | 6-CHLORINE-3- (FENIL-D₅) -INDEN-1-ONA AND USE OF THE SAME |
| WO2020114853A1 (en) | 2018-12-03 | 2020-06-11 | H. Lundbeck A/S | Prodrugs of 4-((1r,3s)-6-chloro-3-phenyl-2,3-dihydro-1h-inden-1-yl)-1,2,2-trimethylpiperazine and 4-((1/r,3s)-6-chloro-3-(phenyl-d5)-2,3-dihydro-1h-inden-1-yl)-2,2-dimethy-1-(methyl-d3)piperazine |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK55192D0 (en) | 1992-04-28 | 1992-04-28 | Lundbeck & Co As H | 1-piperazino-1,2-dihydroindene derivatives |
| US7767683B2 (en) * | 2003-08-18 | 2010-08-03 | H. Lundbeck A/S | Hydrogen succinate salts of trans-4-((1R, 3S)-6-chloro-3-phenylindan-1-YL)-1,2,2-trimethylpiperazine and the use as a medicament |
| TWI453198B (en) | 2005-02-16 | 2014-09-21 | Lundbeck & Co As H | Process for making the trans-1-( (1r , 3s)- 6-chloro - 3 -phenylindan-1- yl ) - 3 , 3 - dimethylpiperazine and salts thereof and for making 4 -((1r , 3s )-6- chloro- 3- phenylindan -1- yl )-1, 2 , 2 -trimethylpiperazine and salts thereof |
| WO2006086985A1 (en) | 2005-02-16 | 2006-08-24 | H. Lundbeck A/S | Tartrate and malate salts of trans-1-((1r,3s)-6-chloro-3-phenylindan-1-yl)-3,3-dimethylpiperazine |
| TW200640891A (en) * | 2005-02-16 | 2006-12-01 | Lundbeck & Co As H | Tartrate and malate salts of a pharmarceutical compound |
-
2010
- 2010-07-05 TW TW099121954A patent/TW201102370A/en unknown
- 2010-07-06 AR ARP100102420A patent/AR077456A1/en unknown
- 2010-07-07 US US13/382,378 patent/US8501947B2/en not_active Expired - Fee Related
- 2010-07-07 WO PCT/DK2010/050177 patent/WO2011003423A1/en not_active Ceased
- 2010-07-07 EP EP10730348A patent/EP2451789A1/en not_active Withdrawn
- 2010-07-07 AU AU2010268892A patent/AU2010268892B2/en not_active Expired - Fee Related
- 2010-07-07 JP JP2012518754A patent/JP2012532153A/en active Pending
- 2010-07-07 CA CA2766607A patent/CA2766607A1/en not_active Abandoned
- 2010-07-07 CN CN2010800309960A patent/CN102471289A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| TW201102370A (en) | 2011-01-16 |
| JP2012532153A (en) | 2012-12-13 |
| AU2010268892A1 (en) | 2012-02-02 |
| US20120142923A1 (en) | 2012-06-07 |
| CA2766607A1 (en) | 2011-01-13 |
| CN102471289A (en) | 2012-05-23 |
| EP2451789A1 (en) | 2012-05-16 |
| US8501947B2 (en) | 2013-08-06 |
| AU2010268892B2 (en) | 2015-03-26 |
| WO2011003423A1 (en) | 2011-01-13 |
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